A one-step, one-pot synthesis of p-acyl calix[n]arenes

Synthesis and Modification of Novel Iminecalix[4]arene Derivatives

“…[6][7][8][9][10] One of the approach used was to substitute the wide rim of the calix [4]arene with the Schiff bases. The selective functionalization of the wide rim of the calix [4]arene keeping the narrow rim free for further modifications is very important in the calixarene chemistry.…”

Selective Synthesis of “Paco” or “Alt” Isomers of Acetoxylcalixarenes Catalysed by Bi(OTf)3

“…This showed that the method could be used for different calix[n]arenes with high yield. 7,14 In summary, the present procedure describes an efficient selective synthesis of acetoxy-calix[n]arenes isomers catalysed by Bi(OTf) 3 . The yield was about 30-50%.…”

“…Esterification of the hydroxyl groups of calixarenes was normally catalysed by acid, such as sulfuric acid, 4,5 p-TSA 6 and AlCl 3 , 7,8 but the results were not satisfactory giving poor yields and a low selectivity, and the ratio of two isomers is ca 1:1.…”

Easy and Selective Method for the Synthesis of Mono-, Di-, Tri-, Tetra-O-Arylmethyl-P-T-Butylcalix[4]Arenes

“…2H, ArH),6.87 (d, J = 8.4 Hz, 4H, ArH),6.57 (d, J = 2.4 Hz, 2H, ArH),6.48 (d, J = 2.4 Hz, 2H, ArH), 6.22 (s, 1H, OH), 4.76 (s, 2H, OCH 2 Ar), 4.53 (d, J = 11.6 Hz, 2H, OCH 2 Ar), 4.43 (d, J = 11.6 Hz, 2H, OCH 2 Ar), 4.10 (d, J = 4.0 Hz, 2H, ArCH 2 Ar), 4.07 (d, J = 4.8 Hz, 2H, ArCH 2 Ar), 3.08 (d, J = 13.2 Hz, 2H, ArCH 2 Ar), 3.03 (d, J = 12.4 Hz, 2H, ArCH 2 Ar); 1.33 (s, 9H, C(CH 3 ) 3 ), 1.30 (s, 9H, C(CH 3 ) 3 ), 0.82 (s, 18H, C(CH 3 ) 3 ); 13 C NMR (CDCl 3 ) δ 152.6, 150.1, 145.7, 145.2, 140.8, 137.4, 136.9, 136.1, 136.0, 135.1, 131.8, 131.6, 130.4, 129.9, 127.8, 125.2, 124.6, 124.5, 93.5, 92.4, 76.8, 74.9, 33.9, 33.6, 33.5, 31.52, 31.46, 31.3, 30.8; MS(ESI): m/z (%) = 1314 (M + + NH 4 , 100); HRMS-ESI: Calcd for C 65 H 75 I 3 NO 4 (M+NH 4 ) + : 1314.2830; found: 1314.2782. 3i): White needles; m.p.…”

“…hyde condensed compounds, are not planar and possess an inner cavity. [1][2][3] They are easily modified at the lower-rim [4][5][6] or upper-rim [7][8][9] and the derivatives have attracted considerable attention in many research areas, such as molecular recognition, 10 enzyme mimics, 11 phase transfer catalysis 12 and complex extraction. 13 Generally, the starting materials for a variety of these calixarene derivatives are p-t-butylcalix [4]arenes.…”